EA002401B1 - N-связанные мочевины и карбаматы сложных гетероциклических тиоэфиров - Google Patents
N-связанные мочевины и карбаматы сложных гетероциклических тиоэфиров Download PDFInfo
- Publication number
- EA002401B1 EA002401B1 EA199900511A EA199900511A EA002401B1 EA 002401 B1 EA002401 B1 EA 002401B1 EA 199900511 A EA199900511 A EA 199900511A EA 199900511 A EA199900511 A EA 199900511A EA 002401 B1 EA002401 B1 EA 002401B1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- pyrrolidinecarbothioate
- propyl
- alkyl
- phenylpropyl
- cyclohexylcarbamoyl
- Prior art date
Links
- -1 heterocyclic thioesters Chemical class 0.000 title claims abstract description 153
- 150000004657 carbamic acid derivatives Chemical class 0.000 title description 2
- 235000013877 carbamide Nutrition 0.000 title 1
- 150000003672 ureas Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 176
- 150000001875 compounds Chemical class 0.000 claims abstract description 128
- 238000000034 method Methods 0.000 claims abstract description 46
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 37
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 34
- 239000001257 hydrogen Substances 0.000 claims abstract description 33
- 230000004770 neurodegeneration Effects 0.000 claims abstract description 32
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 30
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims abstract description 27
- 241001465754 Metazoa Species 0.000 claims abstract description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 18
- 230000006378 damage Effects 0.000 claims abstract description 18
- 239000001301 oxygen Substances 0.000 claims abstract description 18
- 208000012902 Nervous system disease Diseases 0.000 claims abstract description 17
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims abstract description 15
- 208000018737 Parkinson disease Diseases 0.000 claims abstract description 12
- 150000003839 salts Chemical class 0.000 claims abstract description 11
- 208000024827 Alzheimer disease Diseases 0.000 claims abstract description 10
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 9
- 230000001537 neural effect Effects 0.000 claims abstract description 9
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- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims abstract description 8
- 208000033808 peripheral neuropathy Diseases 0.000 claims abstract description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims abstract description 7
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 7
- 229910052717 sulfur Chemical group 0.000 claims abstract description 7
- 239000011593 sulfur Chemical group 0.000 claims abstract description 7
- 230000006931 brain damage Effects 0.000 claims abstract description 6
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- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 6
- 210000000278 spinal cord Anatomy 0.000 claims abstract description 6
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 5
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims abstract 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims abstract 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract 2
- 230000000638 stimulation Effects 0.000 claims abstract 2
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- 229910052786 argon Inorganic materials 0.000 claims description 13
- 208000025966 Neurological disease Diseases 0.000 claims description 10
- FIHJQPZDQBDKQE-UHFFFAOYSA-N CCCCCCNC(=O)OC(=S)C1CCCN1 Chemical compound CCCCCCNC(=O)OC(=S)C1CCCN1 FIHJQPZDQBDKQE-UHFFFAOYSA-N 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 238000011069 regeneration method Methods 0.000 claims description 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 230000008929 regeneration Effects 0.000 claims description 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract description 3
- 125000000464 thioxo group Chemical group S=* 0.000 abstract description 2
- HNTZFWQXXYMHKN-IBGZPJMESA-N N1([C@@H](CCC1)C(=S)OCCCC=1C=CC=CC=1)C(=O)NC1CCCCC1 Chemical compound N1([C@@H](CCC1)C(=S)OCCCC=1C=CC=CC=1)C(=O)NC1CCCCC1 HNTZFWQXXYMHKN-IBGZPJMESA-N 0.000 abstract 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- KZEFFFJLSJVGCR-SFHVURJKSA-N N1([C@@H](CCC1)C(=S)OCCC=1C=CC=CC=1)C(=O)NC1CCCCC1 Chemical compound N1([C@@H](CCC1)C(=S)OCCC=1C=CC=CC=1)C(=O)NC1CCCCC1 KZEFFFJLSJVGCR-SFHVURJKSA-N 0.000 abstract 2
- XZOZZRQMLAEKBT-KRWDZBQOSA-N N1([C@@H](CCC1)C(=S)OCCCC=1C=CC=CC=1)C(=O)N1CCCC1 Chemical compound N1([C@@H](CCC1)C(=S)OCCCC=1C=CC=CC=1)C(=O)N1CCCC1 XZOZZRQMLAEKBT-KRWDZBQOSA-N 0.000 abstract 2
- DDQUMXCOENRCPF-VWLOTQADSA-N o-(3,3-diphenylpropyl) (2s)-1-(2,4,4-trimethylpentan-2-ylcarbamoyl)pyrrolidine-2-carbothioate Chemical compound CC(C)(C)CC(C)(C)NC(=O)N1CCC[C@H]1C(=S)OCCC(C=1C=CC=CC=1)C1=CC=CC=C1 DDQUMXCOENRCPF-VWLOTQADSA-N 0.000 abstract 2
- CMWOIDRCWCHPDE-SANMLTNESA-N o-(3,3-diphenylpropyl) (2s)-1-[(2,4-dimethoxyphenyl)carbamoyl]pyrrolidine-2-carbothioate Chemical compound COC1=CC(OC)=CC=C1NC(=O)N1[C@H](C(=S)OCCC(C=2C=CC=CC=2)C=2C=CC=CC=2)CCC1 CMWOIDRCWCHPDE-SANMLTNESA-N 0.000 abstract 2
- CIDFPMVLCVHNSU-IBGZPJMESA-N o-(3-cyclohexylpropyl) (2s)-1-(hexylcarbamoyl)pyrrolidine-2-carbothioate Chemical compound CCCCCCNC(=O)N1CCC[C@H]1C(=S)OCCCC1CCCCC1 CIDFPMVLCVHNSU-IBGZPJMESA-N 0.000 abstract 2
- CBEFRFANAKFOFZ-HNNXBMFYSA-N o-(3-phenylpropyl) (2s)-1-(dimethylcarbamoyl)pyrrolidine-2-carbothioate Chemical compound CN(C)C(=O)N1CCC[C@H]1C(=S)OCCCC1=CC=CC=C1 CBEFRFANAKFOFZ-HNNXBMFYSA-N 0.000 abstract 2
- UIQOEDMRTDAMBC-FQEVSTJZSA-N o-(3-phenylpropyl) (2s)-1-[(2,4-dimethoxyphenyl)carbamoyl]pyrrolidine-2-carbothioate Chemical compound COC1=CC(OC)=CC=C1NC(=O)N1[C@H](C(=S)OCCCC=2C=CC=CC=2)CCC1 UIQOEDMRTDAMBC-FQEVSTJZSA-N 0.000 abstract 2
- XTYRBJCMICEVIV-IBGZPJMESA-N o-(3-phenylpropyl) (2s)-1-[di(propan-2-yl)carbamoyl]pyrrolidine-2-carbothioate Chemical compound CC(C)N(C(C)C)C(=O)N1CCC[C@H]1C(=S)OCCCC1=CC=CC=C1 XTYRBJCMICEVIV-IBGZPJMESA-N 0.000 abstract 2
- NJXHWXGBSCTWGU-UHFFFAOYSA-N o-[3-(2,3,5-trimethylphenyl)propyl] 1-(1-adamantylcarbamoyl)pyrrolidine-2-carbothioate Chemical compound CC1=CC(C)=C(C)C(CCCOC(=S)C2N(CCC2)C(=O)NC23CC4CC(CC(C4)C2)C3)=C1 NJXHWXGBSCTWGU-UHFFFAOYSA-N 0.000 abstract 2
- UOJSQUIXRJZLPM-UHFFFAOYSA-N o-[3-(2,3,5-trimethylphenyl)propyl] 1-(cyclohexylcarbamoyl)pyrrolidine-2-carbothioate Chemical compound CC1=CC(C)=C(C)C(CCCOC(=S)C2N(CCC2)C(=O)NC2CCCCC2)=C1 UOJSQUIXRJZLPM-UHFFFAOYSA-N 0.000 abstract 2
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Enzymes And Modification Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/775,585 US5935989A (en) | 1996-12-31 | 1996-12-31 | N-linked ureas and carbamates of heterocyclic thioesters |
| US08/997,451 US5958949A (en) | 1996-12-31 | 1997-12-23 | N-linked ureas and carbamates of piperidyl thioesters |
| PCT/US1997/024070 WO1998029117A1 (en) | 1996-12-31 | 1997-12-23 | N-linked ureas and carbamates of heterocyclic thioesters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA199900511A1 EA199900511A1 (ru) | 2000-02-28 |
| EA002401B1 true EA002401B1 (ru) | 2002-04-25 |
Family
ID=27119070
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA199900511A EA002401B1 (ru) | 1996-12-31 | 1997-12-23 | N-связанные мочевины и карбаматы сложных гетероциклических тиоэфиров |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US5958949A (ja) |
| EP (1) | EP0959882A4 (ja) |
| JP (1) | JP2002515050A (ja) |
| EA (1) | EA002401B1 (ja) |
| NO (1) | NO992751L (ja) |
| NZ (1) | NZ336386A (ja) |
| PE (1) | PE58099A1 (ja) |
| SK (1) | SK57899A3 (ja) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6395758B1 (en) * | 1998-08-14 | 2002-05-28 | Gpi Nil Holdings, Inc. | Small molecule carbamates or ureas for vision and memory disorders |
| US6417189B1 (en) | 1999-11-12 | 2002-07-09 | Gpi Nil Holdings, Inc. | AZA compounds, pharmaceutical compositions and methods of use |
| US7253169B2 (en) | 1999-11-12 | 2007-08-07 | Gliamed, Inc. | Aza compounds, pharmaceutical compositions and methods of use |
| DE60026568D1 (de) | 1999-12-21 | 2006-05-04 | Mgi Gp Inc | Hydantoin derivate, pharmazeutische zusammensetzungen und verfahren zu ihrer verwendung |
| US20050002986A1 (en) * | 2000-05-12 | 2005-01-06 | Robert Falotico | Drug/drug delivery systems for the prevention and treatment of vascular disease |
| US8236048B2 (en) | 2000-05-12 | 2012-08-07 | Cordis Corporation | Drug/drug delivery systems for the prevention and treatment of vascular disease |
| WO2004016167A1 (en) * | 2002-08-16 | 2004-02-26 | The General Hospital Corporation | Non-invasive functional imaging of peripheral nervous system activation in humans and animals |
| EP1402888A1 (en) * | 2002-09-18 | 2004-03-31 | Jerini AG | The use of substituted carbocyclic compounds as rotamases inhibitors |
| US10058351B2 (en) | 2015-03-19 | 2018-08-28 | Michael Todd Beauty Lp | Personal care appliance |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5330993A (en) * | 1990-07-02 | 1994-07-19 | Vertex Pharmaceuticals, Inc. | Immunosuppressive compounds |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0017390A3 (en) * | 1979-03-23 | 1981-06-24 | American Home Products Corporation | Bicyclic oxo-thiolactones, pharmaceutical compositions containing them, processes for their preparation and compounds useful as intermediates for their preparation |
| US4692458A (en) * | 1980-03-05 | 1987-09-08 | University Of Miami | Anti-hypertensive agents |
| US4690936A (en) * | 1980-03-05 | 1987-09-01 | University Of Miami | Anti-hypertensive agents |
| US4390695A (en) * | 1980-06-23 | 1983-06-28 | E. R. Squibb & Sons, Inc. | Imido, amido and amino derivatives of mercaptoacyl prolines and pipecolic acids |
| US4310461A (en) * | 1980-06-23 | 1982-01-12 | E. R. Squibb & Sons, Inc. | Imido, amido and amino derivatives of mercaptoacyl prolines and pipecolic acids |
| US4578474A (en) * | 1980-06-23 | 1986-03-25 | E. R. Squibb & Sons, Inc. | Imido, amido and amino derivatives of mercaptoacyl prolines and pipecolic acids |
| US4596819A (en) * | 1984-01-23 | 1986-06-24 | Warner-Lambert Company | Modified tripeptides |
| US4593102A (en) * | 1984-04-10 | 1986-06-03 | A. H. Robins Company, Inc. | N-[(amino)alkyl]-1-pyrrolidine, 1-piperidine and 1-homopiperidinecarboxamides (and thiocarboxamides) with sulfur linked substitution in the 2, 3 or 4-position |
| US4886813A (en) * | 1985-11-13 | 1989-12-12 | Otsuka Pharmaceutical Factory, Inc. | Proline derivatives |
| US5001142A (en) * | 1989-07-19 | 1991-03-19 | American Cyanamid Company | 1-substituted-2-(3-amino-1-propynyl)pyrrolidine derivatives |
| WO1992019593A1 (en) * | 1991-05-09 | 1992-11-12 | Vertex Pharmaceuticals Incorporated | Novel immunosuppressive compounds |
| MX9202466A (es) * | 1991-05-24 | 1994-06-30 | Vertex Pharma | Compuestos inmunosupresores novedosos. |
| HU211101B (en) * | 1992-03-13 | 1995-10-30 | Egyt Gyogyszervegyeszeti Gyar | Process for preparing 1-[/2s/-methyl-3-mercapto-propionyl]-pyrrolidine-/2s/-carboxylic acid |
| IS2334B (is) * | 1992-09-08 | 2008-02-15 | Vertex Pharmaceuticals Inc., (A Massachusetts Corporation) | Aspartyl próteasi hemjari af nýjum flokki súlfonamíða |
| NZ314207A (en) * | 1992-09-28 | 2000-12-22 | Vertex Pharma | 1-(2-Oxoacetyl)-piperidine-2-carboxylic acid derivatives as multi drug resistant cancer cell sensitizers |
| US5385918A (en) * | 1993-02-09 | 1995-01-31 | Miles Inc. | Aminomethylene-peptides as immunosuppressants |
| US5798355A (en) * | 1995-06-07 | 1998-08-25 | Gpi Nil Holdings, Inc. | Inhibitors of rotamase enzyme activity |
| US6127372A (en) * | 1994-03-07 | 2000-10-03 | Vertex Pharmaceuticals, Incorporated | Sulfonamide inhibitors of aspartyl protease |
| US5744485A (en) * | 1994-03-25 | 1998-04-28 | Vertex Pharmaceuticals Incorporated | Carbamates and ureas as modifiers of multi-drug resistance |
| US5463048A (en) * | 1994-06-14 | 1995-10-31 | American Home Products Corporation | Rapamycin amidino carbamates |
| US5614657A (en) | 1994-12-07 | 1997-03-25 | Harada; Shintaro | Three dimensionally measuring apparatus |
| US5726184A (en) * | 1995-05-19 | 1998-03-10 | Vertex Pharmaceuticals Incorporated | Tetralin compounds with improved MDR activity |
| US5614547A (en) * | 1995-06-07 | 1997-03-25 | Guilford Pharmaceuticals Inc. | Small molecule inhibitors of rotamase enzyme |
| US5696135A (en) * | 1995-06-07 | 1997-12-09 | Gpi Nil Holdings, Inc. | Inhibitors of rotamase enzyme activity effective at stimulating neuronal growth |
| US5859031A (en) * | 1995-06-07 | 1999-01-12 | Gpi Nil Holdings, Inc. | Small molecule inhibitors of rotamase enzyme activity |
| US6037370A (en) * | 1995-06-08 | 2000-03-14 | Vertex Pharmaceuticals Incorporated | Methods and compositions for stimulating neurite growth |
| US5801197A (en) * | 1995-10-31 | 1998-09-01 | Gpi Nil Holdings, Inc. | Rotamase enzyme activity inhibitors |
| US5717092A (en) * | 1996-03-29 | 1998-02-10 | Vertex Pharmaceuticals Inc. | Compounds with improved multi-drug resistance activity |
| US5801187A (en) * | 1996-09-25 | 1998-09-01 | Gpi-Nil Holdings, Inc. | Heterocyclic esters and amides |
| US5786378A (en) * | 1996-09-25 | 1998-07-28 | Gpi Nil Holdings, Inc. | Heterocyclic thioesters |
| US5721256A (en) * | 1997-02-12 | 1998-02-24 | Gpi Nil Holdings, Inc. | Method of using neurotrophic sulfonamide compounds |
-
1997
- 1997-12-23 NZ NZ336386A patent/NZ336386A/en unknown
- 1997-12-23 JP JP51976098A patent/JP2002515050A/ja active Pending
- 1997-12-23 EP EP97953508A patent/EP0959882A4/en not_active Withdrawn
- 1997-12-23 EA EA199900511A patent/EA002401B1/ru not_active IP Right Cessation
- 1997-12-23 US US08/997,451 patent/US5958949A/en not_active Expired - Fee Related
- 1997-12-23 SK SK578-99A patent/SK57899A3/sk unknown
-
1998
- 1998-02-03 PE PE1998000075A patent/PE58099A1/es not_active Application Discontinuation
-
1999
- 1999-06-07 NO NO992751A patent/NO992751L/no not_active Application Discontinuation
- 1999-09-10 US US09/393,650 patent/US6274607B1/en not_active Expired - Fee Related
-
2001
- 2001-06-21 US US09/885,178 patent/US20020049199A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5330993A (en) * | 1990-07-02 | 1994-07-19 | Vertex Pharmaceuticals, Inc. | Immunosuppressive compounds |
| US5516797A (en) * | 1990-07-02 | 1996-05-14 | Vertex Pharmaceuticals, Incorporated | Immunosuppressive compounds |
Non-Patent Citations (1)
| Title |
|---|
| SOMERS, et al. Synthesis and Analysis of 506BD, a High-Affinity Ligand for the Innumophilin FKBP. J. Am. Chem. Soc. 09 October 1991, Vol.113, No.21, pages 8045-8056, especially pages 8045-8050. * |
Also Published As
| Publication number | Publication date |
|---|---|
| NO992751D0 (no) | 1999-06-07 |
| JP2002515050A (ja) | 2002-05-21 |
| EP0959882A4 (en) | 2001-12-05 |
| EA199900511A1 (ru) | 2000-02-28 |
| PE58099A1 (es) | 1999-06-16 |
| US5958949A (en) | 1999-09-28 |
| SK57899A3 (en) | 2000-05-16 |
| US6274607B1 (en) | 2001-08-14 |
| US20020049199A1 (en) | 2002-04-25 |
| NZ336386A (en) | 2001-09-28 |
| NO992751L (no) | 1999-08-04 |
| EP0959882A1 (en) | 1999-12-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KZ KG MD TJ TM RU |